Stereoselectivity in the Addition of 1,3-Dipolarophiles to 6-Aryl-1,5-diazabicyclo[3.1.0]hexanes |
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| Authors: | Molchanov A P Sipkin D I Koptelov Yu B Kopf J Kostikov R R |
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| Institution: | (1) St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504, Russia;(2) Institut füur Anorganische Chemie, Martin-Luter-King Platz 6, D-20146 Hamburg, Germany |
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| Abstract: | Thermolysis of 6-aryl-1,5-diazabicyclo3.1.0]hexanes in the presence of N-arylmaleimides having a substituent in the ortho position of the aromatic ring leads to predominant formation of the corresponding trans-9-arylperhydropyrazolo1,2-a]pyrrolo3,4-c]pyrazole-1,3-diones. 6-Aryl-1,5-diazabicyclo3.1.0]hexanes react with fumaric acid derivatives in a stereoselective fashion, affording perhydropyrazolo1,2-a]pyrazoles with a trans,trans configuration. |
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